do you often make a play like this with a small pair?

[W. Deranged]

I think the flop bet is fine here. Hero's hand is good a pretty high percentage of the time on a T high flop. Villain basically has to just have any non-pair hand and BB has to have missed as well.

We are giving reverse implied odds here, as villain may have a draw in addition to overcards and so on. But in a decent pot I think it's not good to give up here too early.

I think betting into the pre-flop raiser and check-calling then donking a safe turn are both acceptable options here. Betting has the nice effect of encouraging the pre-flop raiser to raise and force out the BB, and also gains initiative, value, etc... Check-calling then donking is nice because we invest less when a bad card hits on the turn, spew less against better made hands (we probably need to stop'n'go a safe turn if we bet into the pre-flop raiser and are raised on the flop), and so forth.

I think the turn bet may be kind of bad though. You are really only beating exactly KJ and KQ at this point, and both have a ton of outs to beat you anyway. I think it's fine to check and fold at this point. Sometimes villain will check behind the turn anyway and you might win when villain has KQ or KJ that way.

River bet is spewing. Villain folds here basically if and only if he has an inferior hand. Betting to try to fold out 66-88 is silly.